Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester

Base Information

• Chemical Name: Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester
• CAS No.: 99009-26-4
• Molecular Formula: C₂₃H₂₇N₅O₄
• Molecular Weight: 437.498
• DSSTox Substance ID: DTXSID20912898
• Nikkaji Number: J527.731K
• Wikidata: Q82883350
• ChEMBL ID: CHEMBL325908
• Mol file: 99009-26-4.mol

Synonyms:BRN 5914075;PD 117,802;PD 117802;99009-26-4;Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester;CHEMBL325908;DTXSID20912898;C23H27N5O4;LS-121411;2,2-Dimethylpropanoic acid [2-[3-(dimethylamino)propyl]-5-nitro-2,6-dihydropyrazolo[3,4,5-kl]acridin]-9-yl ester;2-[3-(Dimethylamino)propyl]-5-nitro-1,2-dihydropyrazolo[3,4,5-kl]acridin-9-yl 2,2-dimethylpropanoate

Chemical Property of Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester

Chemical Property:

• Vapor Pressure: 7.3E-16mmHg at 25°C
• Boiling Point: 631.6°Cat760mmHg
• Flash Point: 335.8°C
• Density: 1.276g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 437.20630436
• Heavy Atom Count: 32
• Complexity: 706

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OC1=CC2=C(C=C1)NC3=C(C=CC4=C3C2=NN4CCCN(C)C)[N+](=O)[O-]

Technology Process of Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester

There total 9 articles about Propanoic acid, 2,2-dimethyl-, 2-(3-(dimethylamino)propyl)-2,6-dihydro-5-nitropyrazolo(3,4,5-kl)acridin-9-yl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

pivaloyl chloride (3282-30-2) + 9-Desmethylpyrazoloacridine (99009-18-4) → 2,2-Dimethyl-propionic acid 2-(3-dimethylamino-propyl)-5-nitro-2,6-dihydro-pyrazolo[3,4,5-kl]acridin-9-yl ester (99009-26-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 60 ℃; for 1.5h;

DOI:10.1021/jm00104a001

Reference yield:

2,6-dichloro-3-nitrobenzoic acid (55775-97-8) → 2,2-Dimethyl-propionic acid 2-(3-dimethylamino-propyl)-5-nitro-2,6-dihydro-pyrazolo[3,4,5-kl]acridin-9-yl ester (99009-26-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 47 percent / N,N-dimethylaniline, N,N-diisopropylethylamine / 18 h / Heating

2: N,N-dimethylaniline, POCl₃ / 1,2-dichloro-ethane / 0.5 h / Heating

3: 98 percent / BBr₃ / CH₂Cl₂; 1,2-dichloro-ethane / 2 h / Heating

4: 72 percent / tetrahydrofuran; methanol / 88 h / 60 °C

5: 70 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 1.5 h / 60 °C

With boron tribromide; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00104a001

Reference yield:

p-benzyloxyaniline (6373-46-2) → 2,2-Dimethyl-propionic acid 2-(3-dimethylamino-propyl)-5-nitro-2,6-dihydro-pyrazolo[3,4,5-kl]acridin-9-yl ester (99009-26-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 47 percent / N,N-dimethylaniline, N,N-diisopropylethylamine / 18 h / Heating

2: N,N-dimethylaniline, POCl₃ / 1,2-dichloro-ethane / 0.5 h / Heating

3: 98 percent / BBr₃ / CH₂Cl₂; 1,2-dichloro-ethane / 2 h / Heating

4: 72 percent / tetrahydrofuran; methanol / 88 h / 60 °C

5: 70 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 1.5 h / 60 °C

With boron tribromide; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00104a001

upstream raw materials:

pivaloyl chloride

9-Desmethylpyrazoloacridine

2,6-dichloro-3-nitrobenzoic acid

p-benzyloxyaniline